Structure Database (LMSD)

Common Name
Piceatannol 3'-O-glucoside
Systematic Name
3,5,3'4'-Trihydroxystilbene-3'-O-β-D-glucopyranoside
Synonyms
LM ID
LMPK13090058
Formula
C20H22O9
Exact Mass
Calculate m/z
406.126385
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Polyketides [PK]
Aromatic polyketides [PK13]
Diphenyl ethers, biphenyls, dibenzyls and stilbenes [PK1309]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Vitis vinifera (#29760)
Magnoliopsida (#3398)
Isolation, identification, and antioxidant activity of three stilbene glucosides newly extracted from vitis vinifera cell cultures,
J Nat Prod, 1998
Pubmed ID: 9599270

String Representations

InChiKey (Click to copy)
UMGCIIXWEFTPOC-CUYWLFDKSA-N
InChi (Click to copy)
InChI=1S/C20H22O9/c21-9-16-17(25)18(26)19(27)20(29-16)28-15-7-10(3-4-14(15)24)1-2-11-5-12(22)8-13(23)6-11/h1-8,16-27H,9H2/b2-1+/t16-,17-,18+,19-,20-/m1/s1
SMILES (Click to copy)
C1=C(O)C=C(/C=C/C2=CC(O[C@H]3[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O3)=C(O)C=C2)C=C1O

Other Databases

PubChem CID
11968990

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 3
Aromatic Rings 2
Rotatable Bonds 5
Van der Waals Molecular Volume 356.31
Topological Polar Surface Area 162.14
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 9
logP 1.87
Molar Refractivity 104.25

Admin

Created at
13th Mar 2025
Updated at
13th Mar 2025